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US5019569A Expired / Lapsed US ⏱️ 0.0 years remaining

Reversal of glucocorticoid-induced skin atrophy

Assignee: Ortho Pharmaceutical Corp
•
Filing: 1989-08-31
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Granted: 1991-05-28
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Expires: 2009-08-31
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Abstract

Abstract The present invention is directed to the topical administration of a retinoid-containing pharmaceutical composition for reversing the effects of glucocorticoid-induced skin atrophy.

Inventors

  • 👤 Albert M. Kligman
  • 👤 James A. Mezick
  • 👤 Robert J. Capetola

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 18:26
CPC Classifications
A; A61; A61K; A61K31/00; A61K31/185; A61K31/19; A61K31/20; A61K31/045; A61K31/07; A61K31/56; A61K31/57; A61P; A61P17/00; A61P29/00

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 33 words
A method for reversing the effects of glucocorticoid-induced skin atrophy which comprises topically administering to the glucocorticoid-treated skin a pharmaceutical composition comprising an effective amount of a retinoid and a pharmaceutically acceptable carrier.
Claim 2
Independent Claim 33 words
A method for reversing the effects of glucocorticoid-induced skin atrophy which comprises topically administering to the glucocorticoid-treated skin a pharmaceutical composition comprising an effective amount of a retinoid and a pharmaceutically acceptable carrier.
Claim 3
Dependent Claim 22 words
The method of claim 1 wherein said retinoid comprises from about 0.00001% by weight to about 3.0% by weight of said composition.
Claim 4
Dependent Claim 12 words
The method of claim 1 wherein said composition further comprises a glucocorticoid.
Claim 5
Dependent Claim 10 words
The method of claim 3 wherein the glucocorticoid is dexamethasone.
Claim 6
Dependent Claim 68 words
The method of claim 1 wherein said retinoid is selected from the group consisting of all-trans-retinoic acid, 13-cis-retinoic acid, (all-E)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoic acid ethyl ester, (all-E)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoic acid, N-ethyl-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenamide, (E,E)-9-(2,6-dichloro-4-methoxy-3-methylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoic acid ethyl ester, 7,8-didehydroretinoic acid, (E,E)-4-[2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3-butadienyl]benzoic acid, (E)-4-[4-methyl-6-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3,5-hexatrienyl]benzoic acid, (all-E)-3,7-dimethyl-3-thienyl)-2,4,6,8-nonatetraenoic acid, (E,E,E)-3-methyl-7-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-2,4,6-octatrienoic acid, (E)-6-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-2-naphthalenecarboxylic acid, (E,E,E)-7-(2,3,-dihydro-1,1,3,3-tetramethyl-1H-inden-5-yl)-3-methyl-2,4,6-octatrienoic acid, (E)-4-[2-(2,3-dihydro-1,1,3,3-tetramethyl-1H-inden-5-yl)-1-propenyl]-benzoic acid, (E)-4-[2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl-1-propenyl]benzoic acid, (E)-4-[2-(5,6,7,8-tetrahydro-3-methyl-5,5,8,8-tetramethyl-2-naphthalenyl-1-propenyl]benzoic acid, (E)-1,2,3,4-tetrahydro-1,1,4,4-tetramethyl-6-(1-methyl-2-phenylethenyl)-naphthalene, 6-(1,2,3,4-tetrahydro-1,1,3,4-tetramethyl-6-naphthyl)-2-naphthalenecarboxylic acid, (E)-6-[2-(4-(ethylsulfonyl)phenyl]-1-methylethenyl]-1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene, 4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)ethynyl]benzoic acid, (E)-2-(1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphth-7-yl-1-[4-tetrazol-5-yl)phenyl]-1-propene, (E)-4-[2-(5-6,7,8-tetrahydro-7-hydroxy-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl]benzyl alcohol, retinoyl palmitate, retinyl palmitate, retinyl propionate and (6-(3-(1-adamantyl)-4-methoxyphenyl)-2-naphthoic acid).
Claim 7
Dependent Claim 11 words
The method of claim 1 wherein said retinoid is all-trans-retinoic acid.
Claim 8
Dependent Claim 11 words
The method of claim 1 wherein said retinoid is 13-cis-retinoic acid.
Claim 9
Dependent Claim 22 words
The method of claim 1 wherein said retinoid is selected from the group consisting of (E)-4-[4-methyl-6-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3,5-hexatrienyl]benzoic acid, 4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)ethynyl]benzoic acid, and (E)-4-[2-(5,6,7,8-tetrahydro-7-hydroxy-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl]-benzyl alcohol.
Claim 10
Dependent Claim 67 words
The method of claim 3 wherein said retinoid is selected from the group consisting of all-trans-retinoic acid, 13-cis-retinoic acid, (all-E)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoic acid ethyl ester, (all-E)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoic acid, N-ethyl-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenamide, (E,E)-9-(2,6-dichloro-4-methoxy-3-methyl-phenyl-3,7-dimethyl-2,4,6,8-nonatetraenoic acid ethyl ester, 7,8-didehydroretinoic acid, (E,E)-4-[2-methyl-4-2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3-butadienyl]benzoic acid, (E)-4-[4-methyl-6-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3,5-hexatrienyl]benzoic acid, (all-E)-3,7-dimethyl-(3-thienyl)-2,4,6,8-nonatetraenoic acid, (E,E,E)-3-methyl-7-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-2,4,6-octatrienoic acid, (E)-6-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-2-naphthalenecarboxylic acid, (E,E,E)-7-(2,3-dihydro-1,1,3,3-tetramethyl-1H-inden-5-yl)-3-methyl-2,4,6-octatrienoic acid, (E)-4-[2-(2,3-dihydro-1,1,3,3-tetramethyl-1H-inden-5-yl)-1-propenyl]benzoic acid, (E)-4-[2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl-1-propenyl]benzoic acid, (E)-4-[2-(5,6,7,8-tetrahydro-3-methyl-5,5,8,8-tetramethyl-2-naphthalenyl-1-propenyl]benzoic acid, (E)-1,2,3,4-tetrahydro-1,1,4,4-tetramethyl-6-(1-methyl-2-phenylethenyl)-naphthalene, 6-(1,2,3,4-tetrahydro-1,1,4,4-tetramethyl-6-naphthyl)2-naphthalenecarboxylic acid, (E)-6-[2-(4(ethylsulfonyl)phenyl]-1-methylethenyl]-1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene,4[-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2naphthalenyl)ethynyl]benzoic acid, (E)-2-(1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphth-7-yl)-1-[4-tetrazol-5-yl)phenyl]-1-propene, (E)-4-[2-(5,6,7,8-tetrahydro-7-hydroxy-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl]benzyl alcohol, retinoyl palmitate, retinyl palmitate, retinyl propionate and (6-(3-(1-adamantyl)-4-methoxyphenyl)-2-naphthoic acid).
Claim 11
Dependent Claim 11 words
The method of claim 3 wherein said retinoid is all-trans-retinoic acid.
Claim 12
Dependent Claim 11 words
The method of claim 3 wherein said retinoid is 13-cis-retinoic acid.
Claim 13
Dependent Claim 22 words
The method of claim 3 wherein said retinoid is selected from the group consisting of (E)-4-[4-methyl-6-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3,5-hexatrienyl]benzoic acid, 4-[(5,6,7,8-tetrahydro-5-5,8,8-tetramethyl-2-naphthalenyl)-ethynyl]benzoic acid, and (E)-4-[2-(5,6,7,8-tetrahydro-7-hydroxy-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl]-benzyl alcohol.
Claim 14
Dependent Claim 67 words
The method of claim 4 wherein said retinoid is selected from the group consisting of all-trans-retinoic acid, 13-cis-retinoic acid, (all-E)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoic acid ethyl ester,(all-E)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoic acid, N-ethyl-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenamide, (E,E,)-9-(2,6-dichloro-4-methoxy-3-methylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoic acid ethyl ester, 7,8-didehydroretinoic acid, (E,E)-4-[2-methyl-4-(2,6,6-treimethyl-1-cyclohexen-1-yl)-1,3-butadienyl]benzoic acid, (E)-4-[4-methyl-6-(2,6,6-triemthyl-1-cyclohexen-1-yl-1,3,5-hexatrienyl]benzoic acid, (all-E)-3,7-dimethyl-(3-thienyl)-2,4,6,8-nonatetraenoic acid, (E,E,E)-3-methyl-7-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-2,4,6-octatrienoic acid, (E)-6-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-2-naphthalenecarboxylic acid, (E,E,E)-7-(2,3-dihydro-1,1,3,3-tetramethyl-1H-inden-5-yl)-3-methyl-2,4,6-octatrienoic acid, (E)-4-[2-(2,3-dihydro-1,1,3,3,-tetramethyl-1H-inden-5-yl)-1-propenyl]benzoic acid, (E)-4-[2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl-1-propenyl]benzoic acid, (E)-4-[2-(5,6,7,8-tetrahydro-3-methyl-5,5,8,8-tetramethyl-2-naphthalenyl-1-propenyl]benzoic acid, (E)-1,2,3,4-tetrahydro-1,1,4,4-tetramethyl-6-(1-methyl-2-phenylethenyl)naphthalene, 6-(1,2,3,4-tetrahydro-1,1,4,4-tetramethyl-6-naphthyl)-2-naphthalenecarboxylic acid, (E)-6-[2-(4-ethylsulfonyl)phenyl]-1-methylethyl]-1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene, 4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)ethynyl]benzoic acid, (E)-2-(1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphth-7-yl)-1-[4-tetrazol-5-yl)phenyl]-1-propene, (E)-4-[2-(5,6,7,8-tetrahydro-7-hydroxy-5,5,8,8-tetramethyl-2-napthalenyl)-1-propenyl]benzyl alcohol, retinoyl palmitate, retinyl palmitate, retinyl propionate and (6-(3-(1-adamantyl)-4-methoxyphenyl)-2-naphthoic acid.
Claim 15
Dependent Claim 11 words
The method of claim 4 wherein said retinoid is all-trans-retinoic acid.
Claim 16
Dependent Claim 11 words
The method of claim 4 wherein said retinoid is 13-cis-retinoic acid.

References Cited (Backward Citations)

US3729568A Cited
US4126693A Cited
US4487782A Cited
US4487782B1 Cited
US4889847A Cited

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